Go on an overnight cannoli run
There’s a singular pleasure in wandering the North End in the middle of the night: the cobblestoned streets, the smell of baking bread, and -- wait, is that an open bakery? Bova’s Bakery, purveyor of arguably the best cannoli in town, also happens to keep 24-7 hours. And why limit yourself to a 3am cannoli when tiramisu, cream puffs, and red velvet whoopie pies are also on the menu?
Commit to a night of natural wine
Who’d a thunk natural wine would become so ubiquitous around these parts, never mind that it would turn out to be so fun? But some of the city’s best bars right now are natural wine-centric, including Rebel Rebel, Nathalie in the Fenway, and the Tasting Counter’s late-night wine bar. What does it all mean? A much lighter hangover the next day.
Why hit the clubs when you can hit the lanes? The 24-hour fun-o-rama includes both regular and candlepin bowling on top of billiards, batting cages, and an arcade. Yes, there’s food and beer, and there’s even a separate adults-only “Xperience” bowling corner complete with a private bar (though that sucker only stays open until 2am on Saturdays).